Compound
3-oxoeicosasphinganine
A cationic sphingoid that is the conjugate acid of C20 3-dehydrosphinganine, obtained by protonation of the primary amino function; major species at pH 7.3.
Definition from ChEBI (CHEBI:65073), read 2026-09-23. CC BY 4.0.
Structure
No three-dimensional record for this entry.
- Class
- Organic compound, cation
- Formula
- C20H42NO2
- Mass
- 328.561 g/mol
- Charge
- +1
- InChIKey
- FVOLNXKBISLPQY-IBGZPJMESA-O
- SMILES
- CCCCCCCCCCCCCCCCCC(=O)[C@@H]([NH3+])CO
- Look it up
- ChEBIBy InChIKey
Identity from ChEBI. Not evidence.
What the reference databases state
Statements
1 statement
1 statement · 1 reference database · Subject: 3-oxoeicosasphinganine · Sources: Rhea
- octadecanoyl-CoA is converted to 3-oxoeicosasphinganineCompoundRhea RHEA:33683Inferred only
Reactions
2 reactions
octadecanoyl-CoA+L-seryl residue+hydron3-oxoeicosasphinganine+carbon dioxide+coenzyme A(4-)
Catalysed by SPTLC1 or SPTLC2 or SPTLC3
Reaction pageLeft to rightBalanced
Rhea RHEA:33683CC BY 4.0Reference data
CHEBI:64887+NADP(3-)3-oxoeicosasphinganine+NADPH(4-)+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:33695CC BY 4.0Reference data
Other names
9 names
Resolves to: 3-oxoeicosasphinganine
- Also called
- (2S)-1-hydroxy-3-oxoeicosan-2-aminium3-dehydro-D-sphinganine (C20)(1+)3-dehydroeicosadihydrosphingosine(1+)3-dehydroeicosasphinganine3-dehydroeicosasphinganine(1+)3-ketodihydrosphinganine (C20)(1+)C20 3-dehydrosphinganiniumC20 3-dehydrosphinganinium cation
- Systematic name
- (2S)-1-hydroxy-3-oxoicosan-2-aminium